CN1197811A - Optical alignment polymer, alignment layer formed using the same and liquid crystal display device having alignment layer - Google Patents
Optical alignment polymer, alignment layer formed using the same and liquid crystal display device having alignment layer Download PDFInfo
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- CN1197811A CN1197811A CN98108218A CN98108218A CN1197811A CN 1197811 A CN1197811 A CN 1197811A CN 98108218 A CN98108218 A CN 98108218A CN 98108218 A CN98108218 A CN 98108218A CN 1197811 A CN1197811 A CN 1197811A
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- alignment layer
- liquid crystal
- aryl radical
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- 239000004973 liquid crystal related substance Substances 0.000 title claims abstract description 40
- 230000003287 optical effect Effects 0.000 title claims abstract description 20
- 229920000642 polymer Polymers 0.000 title claims abstract description 15
- 125000004093 cyano group Chemical group *C#N 0.000 claims description 24
- 239000004642 Polyimide Substances 0.000 claims description 16
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 16
- 229920001721 polyimide Polymers 0.000 claims description 16
- -1 halogenide Chemical group 0.000 claims description 15
- 125000005843 halogen group Chemical group 0.000 claims description 12
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 12
- DTMHTVJOHYTUHE-UHFFFAOYSA-N thiocyanogen Chemical compound N#CSSC#N DTMHTVJOHYTUHE-UHFFFAOYSA-N 0.000 claims description 12
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 11
- 239000012965 benzophenone Substances 0.000 claims description 9
- 125000003118 aryl group Chemical group 0.000 claims description 8
- 150000005840 aryl radicals Chemical class 0.000 claims description 8
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
- 150000003254 radicals Chemical class 0.000 claims description 8
- 239000000428 dust Substances 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 abstract description 4
- 238000000034 method Methods 0.000 description 9
- 239000000126 substance Substances 0.000 description 6
- 230000005540 biological transmission Effects 0.000 description 3
- 239000013078 crystal Substances 0.000 description 3
- 239000000463 material Substances 0.000 description 3
- 230000035939 shock Effects 0.000 description 3
- QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000011248 coating agent Substances 0.000 description 2
- 238000000576 coating method Methods 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000005684 electric field Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- WGXGKXTZIQFQFO-CMDGGOBGSA-N ethenyl (e)-3-phenylprop-2-enoate Chemical compound C=COC(=O)\C=C\C1=CC=CC=C1 WGXGKXTZIQFQFO-CMDGGOBGSA-N 0.000 description 2
- 239000004744 fabric Substances 0.000 description 2
- 238000000227 grinding Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000005498 polishing Methods 0.000 description 2
- 230000003068 static effect Effects 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- HLRVUOFDBXRZBI-UHFFFAOYSA-N 4-fluoro-4'-hydroxybenzophenone Chemical compound C1=CC(O)=CC=C1C(=O)C1=CC=C(F)C=C1 HLRVUOFDBXRZBI-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- 150000001408 amides Chemical class 0.000 description 1
- 125000004202 aminomethyl group Chemical group [H]N([H])C([H])([H])* 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000011109 contamination Methods 0.000 description 1
- 239000010408 film Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000010419 fine particle Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000003780 insertion Methods 0.000 description 1
- 230000037431 insertion Effects 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 239000002245 particle Substances 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000007789 sealing Methods 0.000 description 1
- 238000007669 thermal treatment Methods 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
- C08G73/10—Polyimides; Polyester-imides; Polyamide-imides; Polyamide acids or similar polyimide precursors
- C08G73/1067—Wholly aromatic polyimides, i.e. having both tetracarboxylic and diamino moieties aromatically bound
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/133711—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by organic films, e.g. polymeric films
- G02F1/133723—Polyimide, polyamide-imide
-
- G—PHYSICS
- G02—OPTICS
- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
- G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
- G02F1/1333—Constructional arrangements; Manufacturing methods
- G02F1/1337—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers
- G02F1/13378—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation
- G02F1/133788—Surface-induced orientation of the liquid crystal molecules, e.g. by alignment layers by treatment of the surface, e.g. embossing, rubbing or light irradiation by light irradiation, e.g. linearly polarised light photo-polymerisation
Landscapes
- Physics & Mathematics (AREA)
- Chemical & Material Sciences (AREA)
- Nonlinear Science (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Crystallography & Structural Chemistry (AREA)
- Mathematical Physics (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Macromolecular Compounds Obtained By Forming Nitrogen-Containing Linkages In General (AREA)
- Liquid Crystal (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Abstract
An optical alignment polymer having an optical aligning functional group simultaneously introduced into its main chain and side chain, an alignment layer formed using the optical alignment polymer and a liquid crystal display device having the alignment layer are provided. The optical alignment polymer has excellent alignment performance and stability against heat or impact.
Description
The liquid crystal indicator that the present invention relates to a kind of optical alignment polymer, uses the alignment layer of its formation and have this alignment layer, and more particularly, the present invention relates to a kind of have can well realize optical alignment and to thermally-stabilised or shock proof optical alignment polymer, use alignment layer that this optical alignment polymer forms and liquid crystal indicator with this alignment layer.
Generally, liquid crystal indicator has upper and lower basic unit, transparency electrode and the alignment layer and the liquid crystal layer between upper and lower alignment layer that form in upper and lower basic unit.
In having the LCD of aforementioned structure, changed according to outer voltage by the liquid crystal distribution of electric field influence.Variation according to distributing is incorporated into ambient light conductively-closed or the transmission of LCD.LCD was subjected to the driving of this character.In other words, if voltage is administered to transparent electrode layer, then in liquid crystal layer, form electric field.Like this, liquid crystal drives on predetermined direction.Be incorporated into light in the liquid crystal of LCD according to the driving conductively-closed or the transmission of liquid crystal.
As the function of the LCD of display unit, i.e. light transmission, time of response, visual angle or contrast are determined by the distribution character of liquid crystal molecule.Thus, the technology of evenly controlling liquid crystal molecule calibration becomes an important factors.
It is very difficult that the even align mode of liquid crystal is only finished by the insertion liquid crystal between upper and lower basic unit.Therefore, generally on transparent electrode layer, be formed for the alignment layer of calibrating crystal.
Custom adopts the polishing method to form alignment layer, and the film that is made of the organic polymer materials of for example polyimide or polymeric amide is polished with special cloth through being shaped, solidifying then in the method.
This polishing method easy handling and its process are simple.Yet, for example separate and the pollution alignment layer in the cloth that such fine particle of Mierocrystalline cellulose or material may use from grinding process.And according to this material that is used to form alignment layer, calibration can not be finished smoothly.The static that thin film transistor may be produced during the grinding process destroys.
In order to solve the above problems, people have developed the optical alignment technology, wherein do not produce dust, static or other contamination particle and keep clean in whole process.According to the calibrating method of this non-damageability, polarized light be radiated cause on the photo-alignment layer anisotropic, light polymerization.As a result, photo-alignment layer has calibration characteristics,, even thus calibrating crystal.The polymkeric substance that is used for photo-alignment layer comprises poly-vinyl cinnamate (PVCN) and polymethoxy vinyl cinnamate (PVMC).These polymer compounds have the optical alignment functional group that is incorporated into its main chain or side chain.
If alignment layer is to utilize the Photoalignment composition with this polymkeric substance to form, the then calibration performance of light and thermostability variation, and also the liquid crystal pre-tilt angle (pretiltangle) with liquid crystal indicator of alignment layer drops to almost 0 °.
In order to overcome the above problems, first purpose of the present invention is to provide a kind of to be had highly optical alignment polymer thermally-stabilised or shock resistance and good pre-tilt angle characteristic, and this polymkeric substance is by being introduced into optical alignment functional group in its main chain and the side chain simultaneously.
Second purpose of the present invention is to provide the alignment layer that uses this photo-alignment layer to form.
The 3rd purpose of the present invention is to provide the liquid crystal indicator with this alignment layer.
In order to finish first purpose of the present invention, provide the polyimide shown in the following formula (1):
R wherein
1Be the benzophenone component shown in the following formula:
R
4Be the benzophenone component shown in the following formula:
A wherein
1, A
2, A
3, A
4, A
5, A
6, A
7And A
8Be the following group that is selected from that differs from one another: hydrogen atom, C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogenide, halogen atom, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH);
R
2Be selected from following group: the unsubstituted or C that replaces
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X).Unsubstituted or the replace C that has at least one substituting group (X)
3-C
20Aliphatic group;
X
1Be COO-or COOCO-;
R
3Be E-CH
2-F, E is (CH here
2)
m, wherein m is the integer of 1-10, and F is selected from by C unsubstituted or that replace
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X), the unsubstituted or C that has at least one substituting group (X) that replaces
3-C
20Aliphatic group;
X
2For being selected from following group: hydrogen atom, halogenide, halogen atom, cyano group (CN), thiocyanogen (SCN), amino that be unsubstituted or that be substituted, hydroxyl (OH), nitro (NO
2) and C
1-C
10Alkyl;
Substituting group (X) is for being selected from following group: C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogen atom, halogenide, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH); And n
1Integer for 10-50.
The molecular-weight average of the polyimide shown in the formula (1) is preferably placed at 4 * 10
3With 1 * 10
5Between.
Realize second purpose of the present invention by the alignment layer that comprises polyimide shown in the following formula (1).
By comprising a pair of upper and lower basic unit respect to one another, the transparency electrode that in upper and lower basic unit, forms, realize the 3rd purpose of the present invention at the liquid crystal indicator of alignment layer that forms on the transparency electrode and the liquid crystal layer between this alignment layer, wherein alignment layer comprises the polyimide shown in the following formula (1).
In the present invention, put and improve calibration and calibration performance by on optical alignment polymer, increasing the sense be used for the grappling liquid crystal thermally-stabilised or shock proof performance with optical alignment functional group.
As polyimide, preferably use the compound shown in the following formula (2):
N wherein
2Integer for 10-50.
In the polymkeric substance shown in the following formula (1), side chain lengths is preferably about 0.8-5 liquid crystal molecule as liquid crystal indicator doubly, and this liquid crystal indicator has the alignment layer that use polymkeric substance (1) forms, i.e. 16-100 .Wherein, if side chain lengths be less than 0.8 times be used to use polymkeric substance (1) to form the liquid crystal molecule of the liquid crystal indicator of alignment layer, the desirable pre-tilt angle that then reaches liquid crystal is difficult.If greater than 5 times liquid crystal molecule, then thermostability weakens.
Below, describe the present invention in detail with reference to various embodiments, but be not used in restriction the present invention.
Synthetic embodiment 1
With 1.51g (9.91 * 10
-3Mol) 3, the 5-diaminobenzoic acid, 1.4g (9.91 * 10
-3Mol) 1,3-two (aminomethyl) hexanaphthene and 6.30g (19.8 * 10
-3Mol) 3,3 ', 4,4 '-benzophenone carboxylic acid dianhydride is dissolved in the NMP of 60ml.
Stirred reaction mixture is 24 hours under the room temperature.Then, add 20ml between-cresols is in gains and 180 ℃ of heating 2 hours down.
When reaction finished, gains were poured in the water of about 1.5l to precipitate.The throw out that obtains after filtration and dry.
Synthetic embodiment 2
With the 5.08g (5.46 * 10 that obtains among the synthetic embodiment 1
-3Mol) gains, 1.42g (6.55 * 10
-3Mol) 4-fluoro-4 '-hydroxy benzophenone, 1.35g (6.55 * 10
-3Mol) 1,3-dicyclohexyl carbodiimide (DCC) and 0.16g (1.09 * 10
-3Mol) NMP that 4-pyrrolidyl and pyridine are dissolved in 60ml.
Stirred gains about 6 hours, and with the N that produces, N '-dicyclohexylurea (DCU) is filtered and is separated.
Gains are poured in the excessive water through precipitation.Filter and the dry throw out that obtains.
Embodiment
The polyimide that obtains among the synthetic embodiment 2 of dissolving is coated to the mixture spin that obtains on two glass-bases that have the ITO electrode layer separately in NMP.Next, gained material under about 140 ℃ temperature dry about 30 minutes, and about 2 hours of thermal treatment under about 200 ℃ temperature form alignment layer thus.
Then, the line style polarized light with about 330nm wavelength is radiated and carries out about 5 minutes photoresponse on the alignment layer.
By two glass-base sealings have been made battery, wherein use spacing piece to form alignment layer.Obtain LCD by injection liquid crystal in empty battery.
In the LCD that makes by above embodiment, measure the thermostability and the liquid crystal pre-tilt angle of calibration degree, alignment layer.Here, by polarizing coating observation collimation angle.The mensuration of thermostability is to arrive 200-250 ℃ by elevated temperature, keeps gains to the scheduled time under this temperature, lowers temperature to room temperature, checks the deformation extent of alignment layer then by polarizing coating.Use crystal rotation method to measure pre-tilt angle.
As a result, in the LCD that makes by embodiment, alignment layer has sufficiently high thermostability, and is also indeformable even temperature is elevated to 250 ℃ of alignment layers.And about 40 ° of the pre-tilt angle of liquid crystal.
According to the present invention, have in the liquid crystal indicator that uses the alignment layer that optical alignment polymer forms, being aligned in 200-250 ℃ the scope of liquid crystal molecule is thermally-stabilised, and the pre-tilt angle of liquid crystal can be elevated to 40 °.
Claims (12)
1. by the polyimide shown in the following formula (1):
R wherein
1Be the benzophenone component shown in the following formula:
R
4Be the benzophenone component shown in the following formula:
A wherein
1, A
2, A
3, A
4, A
5, A
6, A
7And A
8Be the following group that is selected from that differs from one another: hydrogen atom, C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogenide, halogen atom, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH);
R
2Be selected from following group: the unsubstituted or C that replaces
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X), the unsubstituted or C that has at least one substituting group (X) that replaces
3-C
20Aliphatic group;
X is COO-or COOCO-;
R
3Be E-CH
2-F, wherein, E is (CH
2)
m, wherein m is the integer of 1-10, and F is selected from C unsubstituted or that replace
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X), the C that has at least one substituting group (X) that be unsubstituted or that replace
3-C
20Aliphatic group;
X
2For being selected from following group: hydrogen atom, halogenide, halogen atom, cyano group (CN), thiocyanogen (SCN), unsubstituted or the amino, hydroxyl (OH), the nitro (NO that replace
2) and C
1-C
10Alkyl;
Substituting group (X) is for being selected from following group: C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogen atom, halogenide, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH); And n
1Integer for 10-50.
2. according to the optical alignment polymer of claim 1, wherein polyimide is shown in the following formula (2):
N wherein
2Integer for 10-50.
3. according to the optical alignment polymer of claim 1, wherein the weight-average molecular weight of polyimide is 4 * 10
3With 1 * 10
5Between.
4. according to the optical alignment polymer of claim 1, wherein in formula (1), its side chain lengths is the 16-100 dust.
5. the alignment layer that comprises polyimide shown in the following formula (1):
R wherein
1Be the benzophenone component shown in the following formula:
R
4Be the benzophenone component shown in the following formula:
A wherein
1, A
2, A
3, A
4, A
5, A
6, A
7And A
8Be the following group that is selected from that differs from one another: hydrogen atom, C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogenide, halogen atom, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH);
R
2Be selected from following group: the unsubstituted or C that replaces
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X), the unsubstituted or C that has at least one substituting group (X) that replaces
3-C
20Aliphatic group;
X
1Be COO-or COOCO-;
R
3Be E-CH
2-F, wherein, E is (CH
2)
m, wherein m is the integer of 1-10, and F is selected from by C unsubstituted or that replace
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X), the unsubstituted or C that has at least one substituting group (X) that replaces
3-C
20Aliphatic group;
X
2For being selected from following group: hydrogen atom, halogenide, halogen atom, cyano group (CN), thiocyanogen (SCN), amino that be unsubstituted or that be substituted, hydroxyl (OH), nitro (NO
2) and C
1-C
10Alkyl;
Substituting group (X) is for being selected from following group: C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogen atom, halogenide, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH); And n
1Integer for 10-50.
6. according to the alignment layer of claim 5, wherein polyimide is shown in the following formula (2):
N wherein
2Integer for 10-50.
7. according to the alignment layer of claim 5, wherein the weight-average molecular weight of polyimide is 4 * 10
3With 1 * 10
5Between.
8. according to the alignment layer of claim 5, wherein in formula (1), its side chain lengths is 16-100 .
9. liquid crystal indicator, comprise a pair of upper and lower basic unit respect to one another, the transparency electrode that in upper and lower basic unit, forms, at alignment layer that forms on the transparency electrode and the liquid crystal layer between this alignment layer, wherein alignment layer contains the polyimide shown in the following formula (1):
R wherein
1Be the benzophenone component shown in the following formula:
R
4Be the benzophenone component shown in the following formula:
A wherein
1, A
2, A
3, A
4, A
5, A
6, A
7And A
8Be the following group that is selected from that differs from one another: hydrogen atom, C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogenide, halogen atom, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH);
R
2Be selected from following group: the unsubstituted or C that replaces
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X), the unsubstituted or C that has at least one substituting group (X) that replaces
3-C
20Aliphatic group;
X
1Be COO-or COOCO-;
R
3Be E-CH
2-F, wherein, E is (CH
2)
m, wherein m is the integer of 1-10, and F is selected from by C unsubstituted or that replace
6-C
30Aryl radical, wherein aryl radical has at least one substituting group (X), the unsubstituted or C that has at least one substituting group (X) that replaces
3-C
20Aliphatic group;
X
2For being selected from following group: hydrogen atom, halogenide, halogen atom, cyano group (CN), thiocyanogen (SCN), amino that be unsubstituted or that be substituted, hydroxyl (OH), nitro (NO
2) and C
1-C
10Alkyl;
Substituting group (X) is for being selected from following group: C
1-C
10Alkyl, aromatic base, unsubstituted or the amino, halogen atom, halogenide, hydroxyl (OH), the nitro (NO that replace
2), cyano group (CN), thiocyanogen (SCN), sulfydryl (SH) and carboxyl (COOH); And n
1Integer for 10-50.
10. according to the liquid crystal indicator of claim 9, wherein polyimide is shown in the following formula (2):
N wherein
2Integer for 10-50.
11. according to the liquid crystal indicator of claim 9, wherein the weight-average molecular weight of polyimide is 4 * 10
3With 1 * 10
5Between.
12. according to the liquid crystal indicator of claim 9, wherein in formula (1), its side chain lengths is 16-100 .
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR11795/97 | 1997-03-31 | ||
| KR1019970011795A KR100238161B1 (en) | 1997-03-31 | 1997-03-31 | Optical alignment polymer, optical alignment layer formed therefrom and liquid crystal display having the optical alignmnet layer |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN1197811A true CN1197811A (en) | 1998-11-04 |
Family
ID=19501540
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN98108218A Pending CN1197811A (en) | 1997-03-31 | 1998-03-31 | Optical alignment polymer, alignment layer formed using the same and liquid crystal display device having alignment layer |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US5925423A (en) |
| JP (1) | JP2882630B2 (en) |
| KR (1) | KR100238161B1 (en) |
| CN (1) | CN1197811A (en) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100261119B1 (en) * | 1997-04-18 | 2000-08-01 | 김순택 | Optical alignment polymer |
| US6194039B1 (en) * | 1999-10-22 | 2001-02-27 | Elsicon, Inc. | Materials for inducing alignment in liquid crystals and liquid crystal displays |
| KR100545020B1 (en) * | 1999-12-31 | 2006-01-24 | 엘지.필립스 엘시디 주식회사 | In Plane Switching Mode Liquid Crystal Panel And Fabricating Method Thereof |
| JP4756296B2 (en) * | 2001-03-14 | 2011-08-24 | Ｄｉｃ株式会社 | Maleimide derivative and method for producing photoalignment film using the same |
| KR101027876B1 (en) * | 2003-12-29 | 2011-04-07 | 엘지디스플레이 주식회사 | Liquid crystal display of in-plane-switching mode and method of fabricating the same |
| KR101031669B1 (en) * | 2003-12-30 | 2011-04-29 | 엘지디스플레이 주식회사 | Trans-reflecting type in plane switching mode liquid crystal display device having ferroelectric liquid crystal alignment layer |
| KR100931489B1 (en) * | 2003-12-30 | 2009-12-11 | 엘지디스플레이 주식회사 | Liquid Crystal Display and Manufacturing Method Thereof |
| JP4046140B1 (en) | 2006-11-29 | 2008-02-13 | 住友電気工業株式会社 | Method for manufacturing silicon carbide semiconductor device |
| JP4887331B2 (en) * | 2008-05-23 | 2012-02-29 | シャープ株式会社 | Liquid crystal display |
| KR20120042169A (en) * | 2010-10-22 | 2012-05-03 | 삼성모바일디스플레이주식회사 | Liquid crystal display and manufacturing method of the same |
-
1997
- 1997-03-31 KR KR1019970011795A patent/KR100238161B1/en not_active IP Right Cessation
-
1998
- 1998-03-25 US US09/047,388 patent/US5925423A/en not_active Expired - Fee Related
- 1998-03-31 CN CN98108218A patent/CN1197811A/en active Pending
- 1998-03-31 JP JP10087778A patent/JP2882630B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| KR100238161B1 (en) | 2000-01-15 |
| JPH10333155A (en) | 1998-12-18 |
| KR19980075554A (en) | 1998-11-16 |
| JP2882630B2 (en) | 1999-04-12 |
| US5925423A (en) | 1999-07-20 |
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